In the course of an attempted synthesis of E‐norvincamine (4) (−)‐15‐oxovincamone (7), prepared from (−)‐vincamone (2), was converted by means of methanolic sodium methoxide to give the (−)‐11‐cis and (±)‐12‐trans alcohols. Alkaline hydrolysis of the dioxo compound 7 furnishes the α‐oxo acids 8 and 9 as a result of an epimerization‐racemization process.
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry